Top 23 Sr. director, account executive (remote) Jobs in Aurora, Il

Sr. Director, Account Executive (Remote)
Inspira Financial Trust, LLC —Oak Brook, IL
- $160,000 - $195,000 a year
- Weekends as needed
- Microsoft Excel
- Up to 50% travel
- Marketing
- Commuter assistance
- Health savings account
10d
Senior Director Demand Generation
PAYLOCITY CORPORATION —Schaumburg, IL
- $180,000 - $250,000 a year
- Full-time
- Bachelor of Science
- 11+ years
- Continuous improvement
- Health insurance
- Dental insurance
Quick Apply
Sr. Director, Business Development (Remote)
Atos —Aurora, IL
- Remote
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Director, Client Management - Growth Segments
Wheels, Inc. —Schaumburg, IL
- $129,800 - $181,800 a year
- Full-time
- Background check
- Microsoft Excel
- Marketing
Director, Communication Intelligence
SPX —Elk Grove Village, IL
- $149,500 - $300,000 a year
- Engineering
- Master's degree
- Product management
- Health insurance
- Tuition reimbursement
Quick Apply
Director, Business Development
Molex —Lisle, IL
- $180,000 - $230,000 a year
- Up to 50% travel
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- Paid parental leave
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Director, HVAC Strategic Partnerships (Remote Work Schedule)
Parts Town —Addison, IL
- $94,301.86 - $140,874.95 a year
- Remote
- Inventory management
- English
- Residential
- Profit sharing
- Paid parental leave
Quick Apply
Commercial Sales Operations Manager
Oncourse Home Solutions —Naperville, IL
- $98,720 - $148,080 a year
- Monday to Friday
- Hybrid work
- Marketing
- 5 years
- Research
- Health savings account
- Disability insurance
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Strategic National Account Development Director
CDK Global —Hoffman Estates, IL
- $160,000 a year
- Remote
- 7 years
- Bachelor's degree
- Travel
- Health insurance
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7d
Advisory Enterprise Account Manager
Nutanix —Chicago, IL
- $300,000 - $450,000 a year
- Full-time
- 5 years
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- In-person
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5d
ENTERPRISE SALES EXECUTIVE & ACCOUNT MANAGEMENT LEADER
ABCO MAINTENANCE INC. (BIC# 1854) —Aurora, IL
- $80,000 - $100,000 a year
- Full-time
- Remote
- Mentoring
- Recruiting
- Contracts
Quick Apply
Sr. Salesforce Architect (Remote)
Inspira Financial Trust, LLC —Oak Brook, IL
- $125,000 - $150,000 a year
- Remote
- Computer science
- Computer Science
- Office
- Health savings account
- Paid holidays
Senior Manager, Enterprise Business Development
Molex —Lisle, IL
- $140,000 - $180,000 a year
- Remote
- Up to 50% travel
- Engineering
- Pass drug screening
- Paid parental leave
- Health savings account
Health & Benefits - Sr. Sales Executive (Boston, MA)
Inspira Financial Trust, LLC —Oak Brook, IL
- $100,000 - $126,000 a year
- Remote
- 7 years
- Marketing
- Writing skills
- Health savings account
- Paid holidays
Senior Financial Analyst (SG&A)
Oncourse Home Solutions —Naperville, IL
- $81,360 - $122,040 a year
- Hybrid work
- CPA
- Writing skills
- Office
- Health savings account
- Disability insurance
Quick Apply
Procure to Pay Director
Transdev —Lombard, IL
- $149,000 - $186,000 a year
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- Background check
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Director, Cloud Engineering
Inspira Financial Trust, LLC —Oak Brook, IL
- $161,000 - $200,000 a year
- Remote
- Computer Science
- System design
- HIPAA
- Health savings account
- Paid holidays
Manager, Epic Beaker Application
Quest Diagnostics —Schaumburg, IL
- $135,000 - $155,000 a year
- Full-time
- Hybrid work
- Computer science
- Computer Science
- HIPAA
- Employee stock purchase plan
- Disability insurance
Quick Apply
6d
Director of Land Development
J A Watts, LLC —Lisle, IL
- $176,800 - $218,400 a year
- Bachelor of Science
- Engineering
- Office
- Paid holidays
- Disability insurance
Quick Apply
Licensed Community Association Manager (Experienced)
Property Specialists, Inc. —Elgin, IL
- $55,000 - $75,000 a year
- Full-time
- Hybrid work
- Microsoft Outlook
- Customer service
- Travel
- Health insurance
- Dental insurance
Quick Apply
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Sr. Director, Account Executive (Remote)

Inspira Financial Trust, LLC -
Oak Brook, IL

Apply Now

Job Details

$160,000 - $195,000 a year
10 days ago

Benefits

Commuter assistance
Health savings account
Paid holidays
Health insurance
401(k)
Paid time off
Parental leave
Employee assistance program

Qualifications

Achieving large sales
Term negotiation
Managing customer accounts
Stakeholder engagement
Healthcare consulting
Financial sales
Microsoft Excel
Customer relationship building
Sales experience within healthcare
Managing sales strategy or development teams
Health insurance policy knowledge
Finance industry sales team management experience
Sales team management
Salesforce Cloud
Sales management systems proficiency
Leading team collaboration initiatives
Health insurance sales
Corporate sales environment
CRM system proficiency
Productivity software
Insurance sales
Sales leadership
Account management
Solution selling approach
Cross-functional team management
Technical Proficiency
Senior leadership

Full Job Description

The Sr. Director, Account Executive will report to the Managing Director, Account Management. This role combines strategic client ownership with people leadership — overseeing a team of Account Executives and Team Leads responsible for managing, retaining, and growing a portfolio of enterprise-level national accounts.

This leader serves as the executive sponsor for key clients, a trusted strategic advisor to C-suite stakeholders, and a regional growth champion. Success is defined by client retention, revenue growth, account expansion, and the development of a high-performing team aligned to Inspira Financial’s mission of helping participants achieve their healthcare financial wellness goals.

Client Relationship Management & Executive Sponsorship

Serve as executive sponsor for key enterprise accounts, maintaining senior-level engagement across client organizations including C-suite, HR, Finance, and Benefits leaders.
Build and sustain trusted advisor relationships with client contacts, benefits consultants, brokers, health plan partner account teams, and third-party vendors to strengthen the overall client ecosystem.
Lead structured quarterly business reviews (QBRs) and annual strategy sessions, presenting program performance data, benchmarking insights, and forward-looking roadmaps.
Proactively identify client concerns or service gaps and serve as the client’s internal advocate within Inspira Financial to ensure timely resolution and a best-in-class experience.
Develop deep familiarity with each client’s industry, HR and benefits landscape, corporate objectives, and workforce demographics to deliver highly relevant and customized solutions.

Team Leadership & People Development

Manage and develop a team of 5–8 direct reports (Account Executives and Team Leads), along with their respective client-facing teams across a defined region.
Provide regular, timely feedback; set meaningful performance goals; and actively support the professional growth of each team member.
Lead hiring, onboarding, and training processes to build a high-performing, client-focused organization.
Direct daily workflow, resource allocation, and prioritization across the team and department.
Coach, mentor, and challenge team members in ways that inspire them to reach their full potential and deliver exceptional client outcomes.
Develop team metrics, execution plans, and budgets aligned to the broader regional strategy established by the Managing Director.

Regional Growth & Retention Strategy

Develop and execute a comprehensive growth and retention strategy for the region, establishing a strong foothold with key health plan partners, brokers, and affiliated organizations.
Champion all cross-sell and conversion initiatives across the region, ensuring proper communication flow and accountability throughout the team.
Drive account expansion by identifying opportunities to grow Inspira Financial’s product footprint within each client — including HSAs, FSAs, HRAs, COBRA, Direct Bill, Commuter Benefits, and Lifestyle Spending Accounts (LSAs).
Monitor financial, profitability, and usage targets across the portfolio; prepare and coach team members to conduct QBRs that thoroughly explain metrics and analytics for each account.
Lead renewal negotiations with a focus on maintaining profitability while demonstrating the long-term value of Inspira Financial’s platform and service model.
Maintain a high working knowledge of the client base, key contacts, and pricing for renewals to ensure effective execution of retention strategy and revenue protection.

Strategic Consulting & Advisory

Engage enterprise clients in consultative dialogue around their overall benefits strategy, CDH program performance, healthcare cost management goals, and employee financial wellness objectives.
Provide data-driven recommendations on CDH account adoption best practices, employer and member contribution strategies, and plan design optimization.
Stay current on regulatory developments, IRS guidance, and industry trends affecting HSAs, FSAs, HRAs, COBRA, and related programs; proactively educate clients on organizational implications.
Deliver thought leadership by representing Inspira Financial at client, broker/consultant, and industry events, webinars, and conferences.

Internal Collaboration & Operations

Partner closely with Client Success, Implementation, Product, Compliance, and Marketing teams to ensure seamless delivery of services and solutions for enterprise accounts.
Lead and coordinate responses to RFPs and renewal questionnaires, assembling appropriate internal resources, messaging, and competitive positioning.
Maintain accurate, up-to-date records of client interactions, pipeline activities, and account plans within Salesforce CRM.
Provide structured feedback to product and business development teams on client needs, competitive dynamics, market trends, and emerging opportunities.
Participate in new business development activities including finalist presentations, on-site visits, and capability demonstrations.
Work cross-functionally to deliver on strategic initiatives and shared company goals.

Requirements:

Education & Experience:

Required

15+ years of experience in consumer-directed benefits, account management, or strategic enterprise sales within the insurance, financial services, or employee benefits industry.
10+ years of experience leading account management or enterprise sales teams, with demonstrated success building and scaling high-performing organizations.
3+ years of consultative and strategic selling experience with a proven track record of retaining and growing complex, multi-stakeholder enterprise accounts.
Deep familiarity with health insurance, consumer-directed healthcare (CDH), and benefit account types including HSA, FSA, HRA, COBRA, and commuter programs.
Proven ability to build executive-level relationships and navigate organizational complexity across HR, Finance, Benefits, and C-suite stakeholders.
Strong negotiation, communication, and presentation skills with the ability to tailor messaging for executive, operational, and technical audiences.
Bachelor’s degree in Business, Healthcare Administration, Finance, Marketing, or equivalent combination of education and experience.
Proficiency with Salesforce CRM and Microsoft Office Suite (PowerPoint, Excel, Word).
Ability to travel 25–50% for client meetings, QBRs, broker events, and industry conferences.

Preferred

Experience managing accounts with 5,000+ employees or $50M+ in plan assets.
Experience working with national brokers and consultants (e.g., Mercer, Aon, WTW, Gallagher) or health plan carrier partners.
Knowledge of benefits administration platforms, data analytics, and reporting tools.
CEBS, CBP, or other benefits-related professional certification.

Skills & Abilities:

Demonstrated ability to perform and lead in complex, high-stakes situations with multiple competing priorities.
Ability to effectively delegate while maintaining realistic expectations on timelines and quality.
Excellent analytical skills with a proactive, solutions-oriented mindset.
Strong interpersonal and collaboration skills; adept at building trust across diverse stakeholders.
Experience presenting complex data, educational material, and compelling business stories to both clients and internal teams.
Strong organizational discipline with a drive to meet deadlines and deliver results.
An affinity for accuracy, efficiency, and continuous improvement.
An aptitude for prioritization and managing multiple initiatives simultaneously.
A drive to learn and apply new concepts quickly in a fast-evolving industry.

Other Requirements:

Typical schedule: Monday–Friday, 8AM–5PM CT; ability to work evening or weekend hours during peak periods.
Employees within a 90-minute radius of Oak Brook, IL headquarters are required to adhere to Company in-office guidelines of 4 days per month minimum from 10AM–2PM (1 of the 4 days must be a Monday or Friday).
Frequent travel required (25%–50%).
Ability to provide personal transportation for training and client meetings.
Prolonged periods of sitting and operating standard office equipment.
Occasionally lifts up to 25 pounds.

Req Benefits:

The compensation for this position will vary depending on factors such as your location, skills and experience. The compensation package may also include incentive and bonus opportunities.

Inspira provides industry-leading benefits including, but not limited to: healthcare, 401K savings plan, company holidays, paid time off, parental leave and an employee assistance program.

Compensation: $160,000-$195,000 per year
Additional Details :

Take the next step in your journey at Inspira Financial. Guided by our mission to enable better health and greater wealth, we help businesses and individuals thrive today, tomorrow, and into retirement by strengthening and simplifying the health and wealth journey.

Our values shape how we show up every day. We Lead with Heart by acting with compassion, empathy, and doing what's right; Cultivate Trust through integrity, transparency, and accountability; Aim Higher by never settling for what's expected and continually raising the standard; and Win Together by collaborating inclusively to achieve the best outcomes.

Join us on our journey as we work together to take on the complex and the everyday-turning collective effort into life‑changing impact that enriches lives and helps build a better future. Learn more at inspirafinancial.com.

We believe in finding the best talent! While some roles are based at one of our office locations, remote roles can sit in any of the following states: AL, AZ, FL, GA, IA, IL, IN, MI, MN, MO, NC, NE, PA, SC, TN, TX, UT, VA and WV. Remote status and role locations are subject to change. Relocation is not provided.

Employees within a 90-minute radius of our Oak Brook, IL headquarters are required to adhere to the company in-office work guidelines of 4 days per month minimum from 10 am to 2 pm (1 of the 4 days must be a Monday or Friday). This requirement does not apply to support specialist positions.

Don't meet every single requirement? That's okay. At Inspira Financial, we know growth comes from people who are willing to learn, challenge themselves, and aim higher. We value individuals who lead with heart, cultivate trust, and collaborate to win together. If you're energized by meaningful work, continuous development, and being part of a team that turns collective effort into real impact, Inspira Financial could be the right next step in your journey. We look forward to receiving your application.

Inspira Financial provides health, wealth, retirement, and benefits solutions that strengthen and simplify the health and wealth journey. With more than 7 million clients, representing over $62 billion in assets, Inspira works with thousands of employers, plan sponsors, recordkeepers, TPAs, and other institutional partners - helping the people they care about plan, save, and invest for a brighter future. Inspira relentlessly pursues better outcomes for all with our automatic rollover services, health savings accounts, emergency savings funds, custody services, and more. Learn more at inspirafinancial.com.

We have been recognized for our remarkable growth on lists such as Crain's Fast 50 and Inc. 5000, and for our outstanding workplace culture and benefits with Built In's 2025 Best Places to Work and Gallagher's 2022 Best-In-Class Employer awards.

Apply Now

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